87123-08-8

Basic information

• Product Name: METHYL 2-MERCAPTO-2-METHYL PROPIONATE
• Synonyms: METHYL 2-MERCAPTO-2-METHYL PROPIONATE;2-Mercapto-2-methyl-propionicAcid,MethylEster
• CAS NO: 87123-08-8
• Molecular Formula: C₅H₁₀O₂S
• Molecular Weight: 134.1967
• Product Categories: Metal Isotopes;Sulfur & Selenium Compounds
• Mol File: 87123-08-8.mol

Chemical Properties

• Boiling Point: 164.101°C at 760 mmHg
• Flash Point: 47.486°C
• Appearance: /
• Density: 1.043g/cm³
• Vapor Pressure: 1.999mmHg at 25°C
• Refractive Index: 1.454
• Storage Temp.: -20°C Freezer
• Solubility: Benzene, Chloroform, Ether, Ethyl Acetate,
• PKA: 8.92±0.10(Predicted)
• CAS DataBase Reference: METHYL 2-MERCAPTO-2-METHYL PROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-MERCAPTO-2-METHYL PROPIONATE(87123-08-8)
• EPA Substance Registry System: METHYL 2-MERCAPTO-2-METHYL PROPIONATE(87123-08-8)

Safety Data

• Hazardous Substances Data: 87123-08-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
METHYL 2-MERCAPTO-2-METHYL PROPIONATE is used as a key intermediate in the synthesis of various organic compounds for different applications. Its reactivity and functional groups allow it to participate in a wide range of chemical reactions, such as nucleophilic substitutions, esterification, and redox reactions, making it a valuable component in the creation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL 2-MERCAPTO-2-METHYL PROPIONATE is used as a building block for the development of new drugs and therapeutic agents. Its unique properties enable the synthesis of complex molecules with potential medicinal properties, contributing to the discovery and advancement of novel treatments for various diseases and conditions.
Used in Agrochemical Industry:
METHYL 2-MERCAPTO-2-METHYL PROPIONATE also finds application in the agrochemical industry, where it is utilized in the synthesis of pesticides, herbicides, and other crop protection agents. Its ability to form stable and effective compounds makes it a valuable asset in the development of innovative and sustainable solutions for agricultural challenges.
Used in Specialty Chemicals:
In the specialty chemicals sector, METHYL 2-MERCAPTO-2-METHYL PROPIONATE is employed as a raw material for the production of various high-value chemicals. Its versatility and reactivity contribute to the creation of unique compounds with specific properties, such as UV stabilizers, antioxidants, and other additives used in various industries, including plastics, coatings, and textiles.

InChI:InChI=1/C5H10O2S/c1-5(2,8)4(6)7-3/h8H,1-3H3

Upstream product

• 23426-63-3 2-bromo-2-methylpropionic acid methyl ester 
• 186581-53-3 diazomethane 
• 4695-31-2 2-mercapto-2-methylpropanoic acid 
• 99668-51-6 methyl 2-acetylmercapto-2-methylpropionate 
• 67-56-1 methanol 
• 2052-01-9 2-bromo-2-methylpropionic acid 

Downstream Products

• 87122-84-7 2-Benzylsulfanyl-2-methyl-propionic acid methyl ester 

Relevant articles and documents

THIOL-BASED FLUORESCENT PROBE FOR REACTIVE SPECIES

Detection of nitroxyl (HNO), the transient one-electron reduced form of nitric oxide, is a significant challenge owing to its high reactivity with biological thiols (rate constants as high as 109M?1 s?1). Reported herein is a new thiol-based HNO-responsive trigger that can compete against reactive thiols for HNO. This process forms an N-hydroxysulfenamide intermediate which cyclizes to release a masked fluorophore leading to fluorescence enhancement. To ensure a rapid cyclization step, the disclosed design capitalizes on two established physical organic phenomena: the alpha-effect and the Thorpe-Ingold effect. Using this new trigger, NitroxylFluor was developed; a selective HNO-responsive fluorescent probe. Treatment of NitroxylFluor with an HNO donor results in a 16-fold turn-on. This probe also exhibits excellent selectivity over various reactive nitrogen, oxygen, and sulfur species and efficacy in the presence of thiols (e.g., glutathione in mM concentrations). Also, live cell imaging of HNO using NitroxylFluor was performed.

A composition and use thereof (by machine translation)

The invention discloses a composition and its application. The composition comprises: 1) mercapto compounds and ethylene multi-amine compound obtained by reaction of the product; and 2) mercapto compounds and ethylene multi-amine compounds to at least one. Tests show that: both the first containing mercapto compound with the multi-ethylene multi-amine compounds formed by the reaction of amide derivatives (composition) or added directly to the containing mercapto compound with the multi-ethylene multi-amine compounds have the amino compound on the Fmoc protecting group of with very rapid removal rate, and which can rapidly remove Fmoc protecting group formed of the arrest of the by-product [...], effectively improved [...] clearance rate, at the same time the composition with the addition of the [...] form has very good water-soluble, by simple washing can be by-product removal, thus obtaining high-purity amino compound. (by machine translation)

NitroxylFluor: A Thiol-Based Fluorescent Probe for Live-Cell Imaging of Nitroxyl

Detection of nitroxyl (HNO), the transient one-electron reduced form of nitric oxide, is a significant challenge owing to its high reactivity with biological thiols (with rate constants as high as 109 M-1 s-1). To address this, we report a new thiol-based HNO-responsive trigger that can compete against reactive thiols for HNO. This process forms a common N-hydroxysulfenamide intermediate that cyclizes to release a masked fluorophore leading to fluorescence enhancement. To ensure that the cyclization step is rapid, our design capitalizes on two established physical organic phenomena; the alpha-effect and the Thorpe-Ingold effect. Using this new trigger, we developed NitroxylFluor, a selective HNO-responsive fluorescent probe. Treatment of NitroxylFluor with an HNO donor results in a 16-fold turn-on. This probe also exhibits excellent selectivity over various reactive nitrogen, oxygen, and sulfur species and efficacy in the presence of thiols (e.g., glutathione in mM concentrations). Lastly, we successfully performed live cell imaging of HNO using NitroxylFluor.

Novel urate anion transporter 1 (URAT1) inhibitors and application thereof in medicines

The invention discloses novel urate anion transporter 1 (URAT1) inhibitors and application thereof in medicines. The novel URAT1 inhibitors are compounds shown in a formula (I) and pharmacologically acceptable salts of the compounds, wherein Y or Z is respectively and independently selected from N or CH; R1 or R2 is respectively and independently selected from H, D, halogen, cyano, hydroxyl, carboxyl, C1-4 alkyl, substituted C1-4 alkyl, C3-4 cycloalkyl, C1-4 alkoxy, substituted C1-4 alkoxy, phenyl, substituted phenyl, heterocyclic aryl or substituted heterocyclic aryl; R3 or R4 is respectively and independently selected from H or C1-3 alkyl, or R3 and R4 form 3-6-membered cycloalkyl together; R5 is H, C1-4 alkyl or substituted C1-4 alkyl. The compounds provided by the invention can be applied to preparation of uric acid excretion promoting medicines, and are especially used for medicines for treating or preventing hyperuricemia or gout. The formula (I) is described in the description.

Mass Spectrometry of 2-Alkylthio-2-methylpropanoic Acids and Their Esters and Amides. Structural and Steric Effects on the McLafferty Rearrangement

The electron ionization mass spectra (MS) of S-methylated derivatives of N-(2-mercapto-2-methylpropanoyl)-L-cysteine and 2-alkylthio-2-methylpropanoic acids, as well as their esters and amides, were examined.Use of the deuterium labeling technique and accurate mass measurement supported the proposed fragmentation pathways.Extensive loss of CH2S from a molecular ion by the McLafferty rearrangementof a primary hydrogen is important in the MS of S-methyl compounds of amide derivatives.It was demonstrated that the intensity of the rearrangement ion decreases in the order of amide, ester, and acid, and in the case if amides the reaarangement is suppressed by the nonbonded interaction between methyl groups on the α carbon and the amide nitrogen.Keywords-N-(2-mercapto-2-methylpropanoyl)-L-cysteine; 2-alkylthio-2-methylpropanoic acid and methyl ester; 2-alkylthio-2-methylpropanamide; electron impact mass spectrometry; McLafferty rearrangement; steric interaction